EP2463709A1 - Flüssigkristallanzeigetafel und herstellungsverfahren dafür - Google Patents

Flüssigkristallanzeigetafel und herstellungsverfahren dafür Download PDF

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Publication number
EP2463709A1
EP2463709A1 EP10796832A EP10796832A EP2463709A1 EP 2463709 A1 EP2463709 A1 EP 2463709A1 EP 10796832 A EP10796832 A EP 10796832A EP 10796832 A EP10796832 A EP 10796832A EP 2463709 A1 EP2463709 A1 EP 2463709A1
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EP
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Prior art keywords
liquid crystal
display panel
pair
crystal display
alignment films
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Application number
EP10796832A
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English (en)
French (fr)
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EP2463709A4 (de
Inventor
Takako Nakai
Masanobu Mizusaki
Youhei Nakanishi
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Sharp Corp
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Sharp Corp
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Publication of EP2463709A1 publication Critical patent/EP2463709A1/de
Publication of EP2463709A4 publication Critical patent/EP2463709A4/de
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    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • G02F1/13378—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation
    • G02F1/133788—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation by light irradiation, e.g. linearly polarised light photo-polymerisation
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10—Esters
    • C08F20/20—Esters of polyhydric alcohols or polyhydric phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
    • C08F222/102—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
    • C08F222/1025—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate of aromatic dialcohols
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • G02F1/133711—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by organic films, e.g. polymeric films
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
    • C09K2323/02—Alignment layer characterised by chemical composition
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
    • C09K2323/02—Alignment layer characterised by chemical composition
    • C09K2323/023—Organic silicon compound, e.g. organosilicon
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
    • C09K2323/02—Alignment layer characterised by chemical composition
    • C09K2323/025—Polyamide
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
    • C09K2323/02—Alignment layer characterised by chemical composition
    • C09K2323/027—Polyimide

Definitions

  • the present invention relates to a liquid crystal display panel and a method for producing the liquid crystal display panel.
  • the present invention relates to (i) a liquid crystal display panel having high contrast and reduced display deficiency and (ii) a method for producing the liquid crystal display panel.
  • a high-performance liquid crystal display panel is produced with use of, for example, a known technique called polymer sustained alignment (PSA).
  • PSA polymer sustained alignment
  • PSA is a technique that adds, as an alignment film material, a monomer to a liquid crystal material for display use and that polymerizes the monomer to form, on a first alignment film, a layer [polymer layer (polymer film)] as a second alignment layer.
  • a pair of substrates each including a first alignment film are combined with each other in such a manner that the respective first alignment films face each other and a cell is formed between the substrates.
  • a liquid crystal material including a monomer is injected into the cell, and the liquid crystal molecules are aligned in a predetermined direction through, for example, application of an electric field.
  • the monomer is polymerized by, for example, ultraviolet irradiation.
  • This polymerization forms, on each of the first alignment films, a polymer layer that provides a tilt to liquid crystal molecules at the interface. This operation causes liquid crystal molecules in contact with the polymer layer to be fixed at a pre-tilt angle.
  • Patent Literature 1 discloses a liquid crystal display device that is produced by (i) injecting a liquid crystal composition containing a polymerizable monomer between two substrates and (ii) polymerizing the monomer while applying a voltage across a transparent electrode sandwiched by the substrates facing each other.
  • the polymerizable monomer includes (i) at least one ring structure or condensed structure and (ii) two functional groups directly bonded to the at least one ring structure or condensed structure. This liquid crystal display device thus has reduced screen burn-in.
  • the liquid crystal display device disclosed in Patent Literature 1 is, however, problematic in that, for example, (i) if a huge polymer domain has been formed during the polymerization in a liquid crystal material, there occurs Rayleigh scattering, which decreases contrast, and in that (ii) generation of a huge polymer causes display deficiency (for example, a bright dot and/or a black dot).
  • the present invention has been accomplished in view of the above problem with conventional art. It is an object of the present invention to provide (i) a liquid crystal display panel that has high contrast and reduced display deficiency and (ii) a method for producing the liquid crystal display panel.
  • the inventor of the present invention has uniquely found as a result of diligent examination of the above problem that combining (i) an alignment film used in PSA with (ii) a monomer added to a liquid crystal material permits production of a liquid crystal display panel including a uniform polymer film. The inventor has thus completed the present invention.
  • a liquid crystal display panel of the present invention includes: a pair of substrates facing each other; and a liquid crystal material sandwiched between the pair of substrates, the pair of substrates being provided with a pair of respective alignment films formed thereon and facing each other, the pair of alignment films being provided with respective polymer films formed thereon and each made of a monomer in the liquid crystal material, the pair of alignment films each containing a macromolecular compound having a functional group represented by at least one of General Formulae (1) through (5), the liquid crystal material containing a polymerizable monomer represented by at least one of General Formulae (6) through (8), the polymer films each being (i) made of the polymerizable monomer represented by at least one of General Formulae (6) through (8) and (ii) bonded to the functional group represented by at least one of General Formulae (1) through (5).
  • the macromolecular compound is preferably a polyimide, a polyamide, a polyvinyl, a polysiloxane, a polymaleimide, or a derivative thereof.
  • a substituent group for the benzene ring is present at the o-position, m-position, or p-position.
  • a substituent group for the naphthalene ring is present at the o-position, m-position, p-position, ana-position, ⁇ (epi)-position, kata-position, peri-position, pros-position, amphi-position, or 2,7-position.
  • the substituent group for the benzene ring is preferably present at the p-position among the above positions.
  • the substituent group for the naphthalene ring is preferably present at the amphi-position among the above positions.
  • P1 and P2 are each independently an acrylate group, a methacrylate group, a vinyl group, or a vinyloxy group.
  • the polymerizable monomer represented by at least one of General Formulae (6) through (8) above has a double bond between carbon atoms.
  • the double bond undergoes a dissociation reaction with a radical generated from the functional group represented by at least one of General Formulae (1) through (5) above.
  • This arrangement allows the polymer films to be formed.
  • the functional group represented by at least one of General Formulae (1) through (5) above is present uniformly in the alignment films.
  • the polymer films, each bonded to the functional group represented by at least one of General Formulae (1) through (5) above, are also uniform films.
  • the functional group is dispersed uniformly in the alignment films for the following reason:
  • the alignment films before the polymer films are formed have a tilt due to, for example, light irradiation. Expression of the tilt requires the functional group represented by at least one of General Formulae (1) through (5) above.
  • the tilt has been known to be uniform along a plane of the alignment films. (If the tilt were uneven, the liquid crystal display panel would carry out an uneven display. No such unevenness, however, has been detected.) This indicates that the functional group represented by at least one of General Formulae (1) through (5) above is dispersed uniformly in the alignment films.
  • the polymerizable monomer represented by at least one of General Formulae (6) through (8) above has a benzene ring.
  • the polymerizable monomer can thus support the tilt rigidly as compared to a monomer having an alkyl chain instead of a benzene ring (which means that the tilt is not easily changed by a voltage applied for an extended period of time).
  • the liquid crystal display panel of the present invention in which the polymer films are formed uniformly, causes no Rayleigh scattering, and consequently achieves high contrast. Further, the liquid crystal display panel of the present invention, in which the polymer films are formed uniformly, prevents generation of a huge polymer floating in a liquid crystal bulk, and consequently prevents display deficiency (for example, a bright dot and/or a black dot).
  • the liquid crystal display panel of the present invention includes: a pair of substrates facing each other; and a liquid crystal material sandwiched between the pair of substrates, the pair of substrates being provided with a pair of respective alignment films formed thereon and facing each other, the pair of alignment films being provided with respective polymer films formed thereon and each made of a monomer in the liquid crystal material, the pair of alignment films each containing a macromolecular compound having a functional group represented by at least one of General Formulae (1) through (5), the liquid crystal material containing a polymerizable monomer represented by at least one of General Formulae (6) through (8), the polymer films each being (i) made of the polymerizable monomer represented by at least one of General Formulae (6) through (8) and (ii) bonded to the functional group represented by at least one of General Formulae (1) through (5).
  • the liquid crystal display panel of the present invention thus attains the object of providing a liquid crystal display panel that has high contrast and reduced display deficiency.
  • Fig. 1 is a cross-sectional view schematically illustrating a configuration of a liquid crystal display panel 10 of the present embodiment.
  • the liquid crystal display panel 10 mainly includes: a pair of substrates 1 and 2 facing each other; and a liquid crystal layer (liquid crystal material) 3 sandwiched between the pair of substrates 1 and 2.
  • the liquid crystal layer 3 is contained therebetween with use of a sealing agent (not shown).
  • the substrates 1 and 2 are provided with respective alignment films 4 and 5 facing each other.
  • the liquid crystal layer 3 contains liquid crystal molecules 8.
  • the alignment films 4 and 5 are provided with respective polymer films 6 and 7 formed thereon.
  • the alignment films 4 and 5 each contain a macromolecular compound including a functional group represented by at least one of General Formulae (1) through (5) above.
  • the macromolecular compound is preferably a polyimide, a polyamide, a polyvinyl, a polysiloxane, a polymaleimide, or a derivative of any of the above.
  • the liquid crystal layer 3 contains a polymerizable monomer represented by at least one of General Formulae (6) through (8) above.
  • the polymer films 6 and 7 are each (i) made of the polymerizable monomer represented by at least one of General Formulae (6) through (8), and (ii) bonded to the functional group represented by at least one of General Formulae (1) through (5).
  • the pair of substrates 1 and 2 facing each other are specifically a first substrate 1 and a second substrate 2 (that is, an array substrate and a counter substrate).
  • the array substrate is, for example, an active matrix substrate such as a TFT (thin film transistor) substrate including a plurality of active elements such as TFTs.
  • the counter substrate is, for example, a CF (color filter) substrate.
  • the active matrix substrate is configured, for example, as follows: Pixel electrodes each made of ITO (indium tin oxide) and active elements such as TFTs (thin film transistors) are both provided on a glass substrate in a one-to-one correspondence with pixels. A vertical alignment film (alignment film) and a polymer layer (polymer film) are formed, in that order from the glass substrate side, over the pixel electrodes and the active elements so as to cover them.
  • ITO indium tin oxide
  • TFTs thin film transistors
  • the CF substrate is configured, for example, as follows: A color filter layer including color filters of R, G, and B in correspondence with the individual pixels is provided on a glass substrate. A BM (black matrix) is formed between the individual color filters. A common electrode made of ITO (indium tin oxide), a vertical alignment film (alignment film), and a polymer layer (polymer film) are formed, in that order from the glass substrate side, so as to cover the color filters and the BM.
  • ITO indium tin oxide
  • alignment film alignment film
  • polymer film polymer film
  • the substrates 1 and 2 may further be provided with respective polarizing plates each on a surface opposite to a surface on which either of the alignment films 4 and 5 is formed.
  • the liquid crystal layer 3 contains the polymerizable monomer represented by at least one of General Formulae (6) through (8).
  • P1 and P2 are each independently an acrylate group, a methacrylate group, a vinyl group, or a vinyloxy group.
  • the liquid crystal layer 3 is not particularly limited, provided that it contains the polymerizable monomer represented by at least one of General Formulae (6) through (8) above.
  • the liquid crystal layer 3 can thus be made of any of various liquid crystal materials that have been known publicly.
  • the liquid crystal layer 3 may be made of a liquid crystal material identical to or different from that for display use.
  • the monomer is not particularly limited in terms of concentration.
  • concentration may be set as appropriate in accordance with, for example, (i) respective kinds of the monomer and the liquid and (ii) a method for supplying the monomer composition onto the substrates.
  • the monomer is preferably high in concentration because a higher concentration allows for a shorter tact. If, however, the monomer remains (as a residual monomer) without being polymerized into a film, a negative consequence results such as screen burn-in of the liquid crystal display panel. Further, if the monomer is too high in concentration, it may not be fully dissolved and may consequently be separated. Thus, it is presumed that the monomer in the monomer composition particularly preferably has a concentration of 1 wt% or less.
  • the monomer in the monomer composition preferably has a concentration of (i) 0. 1 wt% or greater for a shorter tact and (ii) 10 wt% or less for compatibility.
  • the monomer or the monomer composition may be supplied onto the alignment films 4 and 5 by any method, so the method is not particularly limited.
  • the monomer or the monomer composition may, for example, be applied onto the alignment films 4 and 5.
  • the monomer may be supplied (applied) onto the alignment films 4 and 5 in any amount, so the amount is not particularly limited.
  • the amount may be set as appropriate in accordance with, for example, respective thicknesses of the polymer films 6 and 7 formed by polymerization of the monomer.
  • the alignment films 4 and 5 each contain a macromolecular compound including, in a side chain, the photo-crosslinking group represented by Structural Formula (A).
  • the spacer 1 is a group selected from the group consisting of -(CH 2 ) r -1-, -O-(CH 2 ) r -, -CO-O-(CH 2 ) r -, -O-CO-(CH 2 ) r -, -NR1-CO-(CH 2 ) r -, -CO-NR1-(CH 2 )r-, -NR1-(CH 2 ) r -, -(CH 2 ) r -O-(CH2) s -, -(CH 2 ) r -CO-O-(CH 2 ) s -, -(CH 2 ) r -O-CO-(CH 2 ) s -, -(CH 2 ) r -NR1-CO-(CH 2 ) s -, -(CH 2 ) r -NR1-CO-(CH 2 ) s -, -(CH 2 ) r
  • the liquid crystal display panel 10 is configured such that the alignment films 4 and 5 are provided, formed thereon, with the respective polymer films 6 and 7 that are each (i) made of the polymerizable monomer represented by at least one of General Formulae (6) through (8) and (ii) bonded to the functional group represented by at least one of General Formulae (1) through (5).
  • the polymer films 6 and 7 are formed by a mechanism that is described in detail in Examples below.
  • the polymer films 6 and 7 may each include any other substance, provided that they are each (i) made of the polymerizable monomer represented by at least one of General Formulae (6) through (8) and (ii) bonded to the functional group represented by at least one of General Formulae (1) through (5).
  • the liquid crystal display panel 10 is produced by irradiating the alignment films 4 and 5 and the liquid crystal layer 3 with light or heat.
  • the irradiation light is not particularly limited in terms of illuminance, provided that the illuminance falls within a range of illuminance commonly adopted in PSA.
  • the illuminance preferably falls within the range of 100 to 10,000 J/cm 2 in order to, for example, shorten a tact, reduce device costs, and increase reliability.
  • the irradiation heat is not particularly limited in terms of temperature, provided that the temperature falls within a range of temperature commonly adopted in PSA.
  • the temperature preferably falls within the range of 0 to 80°C (that is, in the vicinity of a phase transition temperature for the liquid crystal).
  • the method for producing the liquid crystal display panel 10 preferably involves a pretreatment of irradiating the alignment films 4 and 5 with light or heat before irradiating the alignment films 4 and 5 and the liquid crystal layer 3 with light or heat.
  • the liquid crystal display panel 10 may alternatively be produced by irradiating the alignment films 4 and 5 and the liquid crystal layer 3 with light or heat while a voltage is applied between respective electrodes fixed to the substrates 1 and 2. This alternative is similar to the above in terms of illuminance of irradiation light and temperature of irradiation heat.
  • the voltage applied as above is not particularly limited, provided that it falls within a range of voltage commonly adopted in PSA.
  • the voltage preferably falls within the range of 5 to 90 V in consideration of (i) a threshold voltage at which the liquid crystal molecules start to move (or slant) and (ii) a dielectric strength voltage for the liquid crystal.
  • the method for producing the liquid crystal display panel 10 may use the above polymerizable monomer solely or use it as dissolved or dispersed in a liquid.
  • the monomer is dissolved or dispersed in a liquid, particularly a liquid that is lower in viscosity than the monomer and that is higher in fluidity than the monomer, the monomer is easily polymerized in an alignment direction of the alignment films 4 and 5, and it is thus easy to control the alignment.
  • the method for producing the liquid crystal display panel 10 may involve adding a polymerization initiator, such as methyl ethyl ketone peroxide and a benzoyl ether-based compound, which serves to accelerate polymerization of the polymerizable monomer with the alignment films 4 and 5.
  • a polymerization initiator such as methyl ethyl ketone peroxide and a benzoyl ether-based compound
  • polymerization conditions such as a duration are not particularly limited. Such other conditions may be set as appropriate so that the polymer films 6 and 7 to be prepared will have a desired thickness and shape.
  • the liquid crystal display panel of the present invention may preferably be arranged such that the macromolecular compound further has a side chain containing a fluorine atom.
  • the above arrangement provides attraction between (i) the fluorine atom, which has high electron-withdrawing property, and (ii) the aryl group (that is, a phenyl group or a naphthyl group) in the monomer represented by at least one of General Formulae (6) through (8) above. This promotes a dissociation reaction of the double bond in the monomer.
  • the liquid crystal display panel of the present invention may preferably be arranged such that the polymerizable monomer is a compound represented by General Formula (9) or (10).
  • the polymerizable monomer is a compound represented by General Formula (9) or (10).
  • a substituent group for the benzene ring is present at the o-position, the m-position, or the p-position.
  • the substituent group for the benzene ring is preferably present at the p-position among the above positions.
  • the liquid crystal display panel of the present invention if containing a normal acrylate or methacrylate as the monomer, will pose a problem with its reliability (that is, cause screen burn-in, for example).
  • the liquid crystal display panel however, has improved reliability in the case where (i) the monomer is bifunctional or (ii) a rigid substance (for example, benzene) is present between individual monomers.
  • a method of the present invention for producing a liquid crystal display panel is a method for producing the above liquid crystal display panel, the method including the step of: irradiating the pair of alignment films and the liquid crystal material with light or heat.
  • the above arrangement irradiates, with light or heat, (i) the macromolecular compound contained in the alignment films and including the functional group represented by at least one of General Formulae (1) through (5) and (ii) the polymerizable monomer contained in the liquid crystal material and represented by at least one of General Formulae (6) through (8).
  • This makes it possible to form, on each of the alignment films, a polymer film that is made of the polymerizable monomer and that is bonded to the functional group.
  • the method of the present invention for producing the liquid crystal display panel may preferably be arranged such that the method includes the successive steps of: carrying out a pretreatment of irradiating the pair of alignment films with light or heat; and irradiating the pair of alignment films and the liquid crystal material with light or heat.
  • the method of the present invention for producing a liquid crystal display panel allows the polymer films each made of the polymerizable monomer to have an effective alignment.
  • a method of the present invention for producing a liquid crystal display panel is a method for producing the above liquid crystal display panel, the method including the step of: irradiating the pair of alignment films and the liquid crystal material with light or heat while applying a voltage between respective electrodes fixed to the pair of substrates.
  • the method of the present invention for producing the liquid crystal display panel may preferably be arranged such that the polymerizable monomer is dissolved in the liquid crystal material.
  • the method of the present invention for producing a liquid crystal display panel allows the monomer to be polymerized in an alignment direction of the alignment films, and thus facilitates alignment control.
  • liquid crystal display panel of the present embodiment and the method for producing the liquid crystal display panel.
  • the liquid crystal display panel of the present embodiment and the method for producing the liquid crystal display panel are, however, not limited to only Examples below.
  • alignment films that each contained either (i) a polyamic acid (reagent) having a photoreactive cinnamate group in a side chain or (ii) a polyimide (reagent) having a photoreactive cinnamate group and having an imidization ratio within the range of 0 to 100%.
  • the alignment films were pre-baked at 80°C for 5 minutes, and then post-baked at 200°C for 60 minutes.
  • substrates on which the respective alignment films were formed were each subjected to polarized UV radiation in an oblique direction of 45° for an alignment process. After that, a sealing agent was applied to one of the substrates, whereas beads were sprinkled over the counter substrate.
  • liquid crystal having a negative dielectric anisotropy was injected therebetween.
  • the liquid crystal contained the bifunctional monomer represented by General Formula (9).
  • the substrates were heated at 130°C and then quenched.
  • UV radiation was carried out for polymerization. This formed, as illustrated in (c) of Fig. 2 , polymer films for alignment assistance.
  • the UV radiation breaks a ⁇ bond of the cinnamate group that is contained in the alignment films and that includes the functional group represented by General Formula (1), so that a radical is generated.
  • the radical serves as an initiator to (i) promote a dissociation reaction of a double bond in the monomer represented by General Formula (9) and consequently (ii) generate the compound represented by General Formula (11).
  • the compound represented by General Formula (11) contains a vinyl group that has a double bond, which is dissociated by the UV radiation to generate a radical. This radical then reacts with either the vinyl group in the monomer represented by General Formula (9) or the vinyl group in the compound represented by General Formula (11) to generate polymer films. Since the functional group represented by General Formula (1) is uniformly present, polymer films generated through the above reaction are also uniform films.
  • alignment films that each contained either (i) a polyamic acid having a photoreactive cinnamate group in a side chain or (ii) a polyimide having a photoreactive cinnamate group and having an imidization ratio within the range of 0 to 100%.
  • the alignment films were pre-baked at 80°C for 5 minutes, and then post-baked at 200°C for 60 minutes. After that, a sealing agent was applied to one of the substrates, whereas beads were sprinkled over the counter substrate. The two substrates were then combined to each other, and liquid crystal having a negative dielectric anisotropy was injected therebetween.
  • the liquid crystal contained the bifunctional monomer represented by General Formula (10).
  • the UV radiation breaks a ⁇ bond of the cinnamate group that is contained in the alignment films and that includes the functional group represented by General Formula (1), so that a radical is generated.
  • the radical serves as an initiator to (i) promote a dissociation reaction of a double bond in the monomer represented by General Formula (10) and consequently (ii) generate the compound represented by General Formula (12).
  • the compound represented by General Formula (12) contains a vinyl group that has a double bond, which is dissociated by the UV radiation to generate a radical. This radical then reacts with either the vinyl group in the monomer represented by General Formula (10) or the vinyl group in the compound represented by General Formula (12) to generate polymer films. Since the functional group represented by General Formula (1) is uniformly present, polymer films generated through the above reaction are also uniform films.
  • alignment films that each contained either (i) a polyamic acid having a photoreactive cinnamate group and fluorine in a side chain or (ii) a polyimide having fluorine and a photoreactive cinnamate group and having an imidization ratio within the range of 0 to 100%.
  • the alignment films were pre-baked at 80°C for 5 minutes, and then post-baked at 200°C for 60 minutes.
  • substrates on which the respective alignment films were formed were each subjected to polarized light UV radiation in an oblique direction of 45° for an alignment process. After that, a sealing agent was applied to one of the substrates, whereas beads were sprinkled over the counter substrate.
  • liquid crystal having a negative dielectric anisotropy was injected therebetween.
  • the liquid crystal contained the bifunctional monomer represented by General Formula (9).
  • the substrates were heated at 130°C and then quenched.
  • UV radiation was carried out for polymerization. This formed, as illustrated in (c) of Fig. 4 , polymer films for alignment assistance.
  • the CF 3 group in General Formula (13) has high electron-withdrawing property.
  • the CF 3 group and the biphenyl in General Formula (9) thus attract each other.
  • this UV radiation breaks a ⁇ bond of the cinnamate group that is contained in the alignment films and that includes the functional group represented by General Formula (13), so that a radical is generated.
  • the radical serves as an initiator to (i) promote a dissociation reaction of a double bond in the monomer represented by General Formula (9) and consequently (ii) generate the compound represented by General Formula (14).
  • the compound represented by General Formula (14) contains a vinyl group that has a double bond, which is dissociated by the UV radiation to generate a radical. This radical then reacts with either the vinyl group in the monomer represented by General Formula (9) or the vinyl group in the compound represented by General Formula (14) to generate polymer films. Since the functional group represented by General Formula (13) is uniformly present, polymer films generated through the above reaction are also uniform films.
  • Fig. 5 is a graph illustrating, with respect to the duration of UV radiation, monomer decrease rates (residual monomer rates) of (i) the alignment films of the present invention that were obtained in Examples 1 through 3 and (ii) a vertical alignment film (product name: AL60101; available from JSR Corporation) for use with ASV (advanced super view) liquid crystal [VA (vertical alignment) liquid crystal].
  • AL60101 a vertical alignment film
  • VA vertical alignment liquid crystal
  • the alignment films of the present invention clearly allow for a greater progress in generation of polymer films than AL60101.
  • this radical serves as an initiator of a polymerization reaction of the monomer. This arrangement allows for a greater progress in a polymerization reaction than in the case that involves alignment films such as AL60101 and that performs a polymerization reaction with use of only a monomer.
  • the uniformly present side chain is bonded to the monomer to generate uniform polymer films. This prevents Rayleigh scattering.
  • the use of the alignment films of the present invention consequently achieves a contrast of 2000, which is higher than the contrast of 1500 achieved with use of AL60101.
  • the liquid crystal display panel of each of Examples 1 through 3 of the present invention (i) has high contrast with no Rayleigh scattering and (ii) causes no display deficiency (for example, a bright dot and/or a black dot) with no generation of a huge polymer (see (a) of Fig. 6 ).
  • the cinnamate group uniformly present in the alignment films is bonded to the monomer to generate uniform polymer films, which (i) prevents Rayleigh scattering caused by a mass of a polymer, (ii) improves contrast, and (iii) neutralizes black.
  • the present invention prevents generation of a huge polymer that floats in the liquid crystal bulk to cause display deficiency (for example, a bright dot and/or a black dot).
  • the liquid crystal display panel of the present invention includes alignment films each containing a cinnamate group, an azo group, or a chalcone group.
  • a monomer is added to a liquid crystal material as an alignment film material, and the monomer is polymerized by, for example, ultraviolet irradiation while the liquid crystal molecules are aligned in a predetermined direction through, for example, application of an electric field, a radical reaction occurs between (i) the cinnamate group, the azo group, or the chalcone group in the side chain of the alignment films and (ii) the monomer, and a polymerization reaction progresses rapidly as a result.
  • Fig. 7 illustrates a polymer layer (polymer film), as observed under a TEM, of the liquid crystal display panel of the present invention.
  • the liquid crystal display panel of the present invention is suitably used in a liquid crystal display device.
  • the liquid crystal display panel can be widely used in various electronic devices, for example, (i) office-automation equipment such as a personal computer, (ii) audio-visual equipment such as a television, and (iii) an information terminal such as a mobile telephone.

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EP2458431A4 (de) 2009-07-08 2013-03-20 Sharp Kk Flüssigkristallanzeigetafel und herstellungsverfahren dafür
RU2012102110A (ru) 2009-07-08 2013-08-20 Шарп Кабушики Каиша Жидкокристаллическая дисплейная панель и способ ее изготовления
WO2012046608A1 (ja) * 2010-10-07 2012-04-12 シャープ株式会社 液晶表示装置
WO2014070792A1 (en) 2012-10-29 2014-05-08 Ariste Medical, Inc. Polymer coating compositions and coated products
CN106471074A (zh) 2014-04-22 2017-03-01 阿里斯特医疗公司 用于施加药物递送聚合物涂料的方法和工艺
WO2016093103A1 (ja) * 2014-12-08 2016-06-16 シャープ株式会社 液晶表示装置
KR101732531B1 (ko) 2016-12-29 2017-05-08 주식회사 삼도환경 공진형 전력구동기를 이용한 농축산용 플라즈마 발생장치
CN113419381B (zh) * 2021-06-07 2022-09-27 Tcl华星光电技术有限公司 液晶显示面板和移动终端

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20080069968A1 (en) * 2004-10-13 2008-03-20 Rolic Ag Photocrosslinkable Materials
US20090086139A1 (en) * 2007-09-28 2009-04-02 Au Optronics Corp. Liquid Crystal, and Liquid Crystal Material Combination and Liquid Crystal Display Each Containing the Same
US20090109392A1 (en) * 2007-10-24 2009-04-30 Chung-Ching Hsieh Liquid crystal mixture for psa process and liquid crystal display device

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2820099B2 (ja) 1996-01-12 1998-11-05 日本電気株式会社 液晶表示装置およびその製造方法
KR100236256B1 (ko) 1995-04-24 1999-12-15 가네꼬 히사시 액정 표시 장치, 그 제조 방법 및 그 구동 방법
DE19521771A1 (de) 1995-06-20 1997-01-02 Jan Michael Mrosik FMCW-Abstandsmeßverfahren
DE69714533T2 (de) 1996-04-09 2003-04-10 Koninkl Philips Electronics Nv Verfahren zur herstellung eines optischen bauelements
TW515926B (en) * 1996-07-10 2003-01-01 Matsushita Electric Ind Co Ltd Liquid crystal alignment film and method for producing the same, and liquid crystal display apparatus using the same and method for producing the same
US7300688B2 (en) 2001-09-24 2007-11-27 Stichting Dutch Polymer Institute Alignment layer comprising a first and second sublayer
JP4175826B2 (ja) 2002-04-16 2008-11-05 シャープ株式会社 液晶表示装置
EP1754768B1 (de) 2004-05-31 2011-03-30 DIC Corporation Polymerisierbare flüssigkristalline zusammensetzung sowie optisch anisotroper körper
JP4713946B2 (ja) * 2005-05-30 2011-06-29 シャープ株式会社 液晶表示装置
TWI325982B (en) 2005-06-08 2010-06-11 Au Optronics Corp Method for fabricating liquid crystal display
JP4879987B2 (ja) * 2006-08-10 2012-02-22 シャープ株式会社 液晶表示装置
JP2009086296A (ja) 2007-09-28 2009-04-23 Sharp Corp 液晶表示パネルの製造方法
RU2012102110A (ru) 2009-07-08 2013-08-20 Шарп Кабушики Каиша Жидкокристаллическая дисплейная панель и способ ее изготовления
EP2458431A4 (de) 2009-07-08 2013-03-20 Sharp Kk Flüssigkristallanzeigetafel und herstellungsverfahren dafür

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20080069968A1 (en) * 2004-10-13 2008-03-20 Rolic Ag Photocrosslinkable Materials
US20090086139A1 (en) * 2007-09-28 2009-04-02 Au Optronics Corp. Liquid Crystal, and Liquid Crystal Material Combination and Liquid Crystal Display Each Containing the Same
US20090109392A1 (en) * 2007-10-24 2009-04-30 Chung-Ching Hsieh Liquid crystal mixture for psa process and liquid crystal display device

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of WO2011004518A1 *

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